23426-03-1Relevant articles and documents
Rhodium-Catalyzed meta-Selective C?H Carboxylation Reaction of 1,1-Diarylethylenes via Hydrorhodation-Rhodium Migration
Caner, Joaquim,Iwasawa, Nobuharu,Saito, Takanobu,Toriumi, Naoyuki
supporting information, p. 23349 - 23356 (2021/09/18)
A meta-selective C?H carboxylation reaction of 1,1-diarylethylene derivatives with CO2 by using a rhodium catalyst with NaOiPr as a stoichiometric reductant has been achieved. Together with hydrogenation of the ethylene moiety, a carboxyl group was introduced to the meta-position of the aryl ring with high selectivity over the ortho-positions. Experimental and computational mechanistic studies indicate that this carboxylation reaction proceeds via hydrorhodation on the ethylene moiety, followed by 1,4-rhodium migration and successive 1,2-rhodium migration on the aryl ring. The use of a bulky phosphine ligand seems to be the key to this unusual aryl-to-aryl 1,2-rhodium shift.
C-C Bond Cleavage of Unactivated 2-Acylimidazoles
Xin, Hai-Long,Pang, Bo,Choi, Jeesoo,Akkad, Walaa,Morimoto, Hiroyuki,Ohshima, Takashi
, p. 11592 - 11606 (2020/10/23)
2-Acylimidazoles are widely used as post-Transformable carboxylic acid equivalents in chemoselective and enantioselective reactions. Their transformations, however, require pretreatment with highly reactive, toxic methylating reagents to facilitate C-C bond cleavage. Here, we demonstrate that such pretreatment can be avoided and the C-C bond cleaved under neutral conditions without the use of additional reagents or catalysts. The scope of the reaction, including the use of products reported in the literature as substrates, and some mechanistic insights are described.
Synthetic method of beta, beta-disubstituted propionate derivative
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Paragraph 0044; 0075-0084, (2020/02/19)
The invention discloses a synthetic method of beta, beta-disubstituted propionate derivative, and belongs to the field of organic synthesis. An aldehyde compound, an iodide and an alcohol are adoptedto synthesize the beta, beta-disubstituted propionate derivative through a one-pot method, and the synthetic method is used for realizing beta-bit arylation and esterification of carbonyl groups of alpha, beta-unsaturated aldehyde to synthesize beta, beta-disubstituted methyl propionate. The synthesis steps of a traditional method are reduced, the reaction yield is increased, and according to thesynthetic method, raw materials are cheap, the operation steps are simple, the reaction condition is mild, and applicability of reaction substrates is greatly enriched.
